The 20 Best Winter Hats For Men
You can sometimes see it on the horizon or feel it in the air — the impending arrival of winter, and with it, the need to bundle up with nothing but the best men’s gear from head to toe. That’s especially critical no matter what type of guy you are: Maybe you’ve got a brief-but-blustery commute to brave, maybe you’re on your feet outdoors all day, maybe you’ve taken a liking to winter exploration in your favorite park or on the slopes — followed by a round of hearty winter beers. Whatever the case might be, we think you’ll appreciate one (or certainly, more than one) of these winter hats and beanies for your winter gear rotation.
The best winter hats offer uncompromising quality and crucial warmth — none of these picks are flimsy, cheap or garden-variety winter hats. The best winter hats deliver on multiple fronts, from style points to durability, quality and tough-as-nails construction. Yet, as one would expect, there’s also an element of comfort and versatility to these hats, from a classic beanie cap to a waterfront-inspired watch cap and beyond. You’ll see brands you recognize on this list — including plenty of brands who excel at outfitting you for the rest of winter — and you might find some new favorites, too.
The best thing you can do would be to pick up a rugged, classic winter hat that suits your lifestyle (be it hours on a subzero job site or relaxing lakeside winter strolls — or both). The great thing is, there’s practically a one for everyone on this list.
Seager Service Knit Waffle Beanie 2.0
The Seager Service Knit Waffle Beanie 2.0 does things a bit different than your classic wool beanie. It uses an acrylic (synthetic) wool that’s tougher, lighter, and warmer than regular wool, ensuring your head stays toasty warm all winter long.
The waffle knit construction maximizes heat retention and gives it a stylish look that’ll pair nicely with your fashion-forward winter outfits. It’s built with your comfort and warmth in mind, the ultimate versatile headpiece to take snowboarding, skiing, snowshoeing, ice skating, or sledding.
Price: $32
Mack Weldon Tech Merino Hat
If you want a snug-fitting, hard-wearing hat that’ll last for years of active use, the Mack Weldon Tech Merino Hat is just the thing for you. Made using ethically sourced Merino wool, it’s naturally moisture-wicking so it’ll stay dry when you sweat, features light water resistance so you can wear it out into the rain and snow, and even has natural anti-odor and anti-microbial properties so it won’t get stinky with frequent use. The sturdy waffle knit pattern ensures it’ll hold its shape no matter how often or how hard you wear it. Though supremely warm, it’s also slim enough you can wear it beneath a snowboarding or skiing helmet.
Price: $58
Patagonia Fisherman’s Rolled Beanie
Expecting sub-freezing temperatures this winter? Protect your head from the worst of the cold with the Patagonia Fisherman’s Rolled Beanie. This hat is built for outdoor winter adventures, made from a pure recycled polyester that is highly efficient at trapping in heat and preventing the cold from reaching your scalp. At the same time, it’s wonderfully soft and will be one of the comfiest hats you’ll ever wear.
The classic beanie design and rib-knit cuff make it an accessory you can easily pair with any winter outfit. The more you wear it, the more it will adapt to the shape of your head until it fits perfectly snug and stays in place all cold season long.
Price: $39
The North Face Cragmont Fleece Trapper Cap
Give your ears the protection they deserve with this North Face trapper cap. The earflaps feature Thermoball insulation to add an extra layer of protection for one of your most vulnerable and delicate body parts, with a snap chin strap to secure the flaps down or up depending on how you want to wear it.
The hat is also made with a soft, ultra-warm TKA 100 fleece lining protected by a recycled polyester exterior that’s treated with a non-PFC waterproof coating to shrug off damp and sleet. Take this bad boy cold-weather hiking, hunting, or snowshoeing and trust your head and ears will stay toasty warm no matter how cold it gets.
Price: $65
Howler Brothers Hawkeye Beanie
Keep it simple and classy with the Howler Brothers Hawkeye Beanie. Super soft acrylic fibers and waffle knit construction make this an adventure-ready hat, but the classic beanie style matches with everything from a light rain jacket to a full-on winter parka. One size truly does fit all, with a fold-over cuff you can easily adjust to sit comfortably on any head of any size or shape.
Price: $40
Flint and Tinder Merino Wool Cashmere Beanie
Give your head the gift of true elegance and ultimate comfort this winter season. Flint and Tinder makes this beanie using a blend of ultra-tough Merino wool and high-luxury cashmere.
The resulting fabric is sturdy enough to hold up to more active use and heavy sweating, but it’ll feel like your head is wrapped in a warm, soothing cloud. The iconic fisherman pattern is a timeless design that you’ll have no trouble pairing with your winter work and casual wear. Best of all, it’s made in the USA by a brand with a reputation for excellent quality and reliable products.
Price: $89
Black Diamond Double Waffle Beanie
Whether you’re hitting the ski slopes or heading out on a frozen lake for a weekend of ice fishing, you’ll want this ultra-warm beanie on your head. It’s made from pure recycled polyester fabric spun in a cozy, beautifully thick double-layered waffle-knit guaranteed to keep the cold out and your body heat in.
The cuffed silhouette lets you adjust the fit according to your head size/style preferences, and the prominent Black Diamond logo makes it easy to show off your great taste in winter headgear to everyone around you. It’s built for both recreational and casual use, and warm enough for even sub-zero temperatures.
Price: $45
Huckberry Beanie
Just when you thought the lineup of the best winter gear at Huckberry couldn’t get any better, the brand comes through with its own beanie, the perfect encapsulation of what makes Huckberry so great. This classic winter hat is affordably priced, well-suited for winter travel or outdoor excursions, and above all, quite stylish.
Price: $30
Filson Watch Cap Beanie
There’s something to be said for consistently turning toward a brand that offers nothing but the best of the best across the board — and as you know, from flannel shirts to tough chore pants, that brand is indeed Filson. The Watch Cap Beanie is a worthy entry on our list and is every bit as reliable as you’d expect from this legendary company.
Price: $50
American Trench Cashmere Double Knit Beanie
For those who want true luxury and don’t mind a premium price, the American Trench Cashmere Double Knit Beanie is the perfect winter hat for you. It’s made using cashmere exclusively sourced from Todd & Duncan, one of the oldest cashmere spinners in Scotland—and the whole world, for that matter.
The extraordinarily beautiful and luxurious cashmere hat will be the softest thing you’ve ever worn, not to mention brilliantly warm even in the coldest winter chill. The two-ply construction maximizes insulation and durability, though be warned: cashmere is a bit of a delicate fabric and requires a great deal of care. But for the look, feel, and style, it’s worth every penny.
Price: $165
Topo Designs Watch Cap
We seriously appreciate the field-ready nature of every piece of gear produced by Topo Designs, from its durable field shirts to its tough work pants. And now, you can add the handy and utterly functional Topo Designs Watch Cap to your rotation of Topo Designs gear, complete with a range of versatile color options and plenty of warmth — the perfect winter hat, indeed.
Price: $26
Patagonia Brodeo Beanie
The folks at Patagonia tend to put the environment first as they craft the bes men’s gear (to say the least), and classic pieces like the Brodeo Beanie reflect this approach quite nicely. When it comes time to layer up for winter, a Patagonia puffer jacket is always a wise move, as is this minimal-yet-stylish, functional beanie cap — all those qualities make it an affordable option when it comes to the best men’s winter hats.
Price: $49
Orvis Cashmere Watch Cap
You’re well-aware of the fact that Orvis makes some of the toughest, most dependable gear on Earth when it comes to getting outfitted for the field or your next hunt — it should come as no surprise that they also deliver all the accessories you need for those pursuits, too. Take the well-crafted Orvis Cashmere Watch Cap, a supremely comfortable and even luxurious watch cap to add some comfort to your next dawn excursion.
Price: $109
KUHL Merino Skull Cap
Need a winter hat to wear for snowboarding or skiing? The KUHL Merino Skull Cap isn’t ideal for everyday wear because it’s designed specifically to fit under your helmet. The skullcap-style hat is sleek and slim, compact enough that it won’t impact the fit of your helmet while still offering excellent warmth and extra padding for your skull.
Thanks to the anatomical patterning, it will cling to your head and keep you toasty warm all day long, no matter how far the temperatures drop. The blend of Merino wool, nylon, and spandex make for technical fabric perfect for all-day sport use.
Price: $30
REI Co-op Logo Beanie
Whether you’re lounging at home, walking around town, or dressing up for a day on the slopes, take the REI Co-op Logo Beanie with you to ensure you always look your best and stay your warmest.
The blended wool-acrylic fabric won’t cause your scalp to itch, no matter how much you sweat, and it’s both moisture-wicking and highly breathable to maximize your comfort. It’s perfect for snow sports but looks stylish enough for casual use. Plus, it’s as durable as you’d expect from any REI product and well-priced to match.
Price: $25 $15
Filson Lined Ragg Wool Beanie
Nothing can match the warmth-retaining properties of wool, which is exactly why Filson selected it as the material of choice for its Lined Ragg Wool Beanie. The fabric is half super-warm wool and half-moisture wicking acrylic fabric that is non-itch, offers an extra layer of insulation even when wet, and protects your head from cold, rain, and snow.
The cuff design lets you adjust your coverage, and it’s great even for guys with larger-than-average heads. If you’re looking for US-made products that meet high standards of both durability and eco-friendliness, this is your top pick.
Price: $50
Club Monaco Kensington Cashmere Beanie
Club Monaco has a knack for making super-refined menswear, from topcoats to suiting to henleys that manage to feel luxurious and essential for your winter wardrobe. That being said, it would appear they’ve taken that same approach to crafting one of the best men’s winter hats, a suitably sharp option when you want to add some extra luxury to your outfit on a cold evening out on the town. Add in a camel topcoat, then hit your favorite bar for an Old Fashioned.
Price: $99
Carhartt Knit Beanie
Carhartt is a brand famous for making high-quality, super-tough work gear—everything from coveralls to winter coats to hardcore gloves. It’s no surprise, then, that their Knit Beanie stands up well to both the cold and the rigors of any pipeline camp or job site. Made from pure acrylic fabric, it’s both extremely warm and surprisingly wind- and weather-proof. The rib knit just maximizes warmth and gives it the classic beanie look you know and love. Soft, stretchy, and super cozy, it’s the winter hat you definitely want to have handy when the weather turns chilly.
Price: $25
Ibex Classic Beanie
The Ibex Classic Beanie is designed for fast-moving winter sports lovers who need clothing that can go as hard as they do. Made from pure Merino wool, it’s soft enough to keep your head comfortable no matter how hard you sweat, and the double-layer knit offers such good insulation you’ll never feel winter’s bite. Wear it rolled down for the “slouch cap” look, or roll up the cuff to ensure a snugger, more secure fit. Available in eye-catching colors, it’s an addition to your winter wardrobe that’s as reliable as it is affordable.
Price: $60
Upstate Stock Navy Upcycled Cotton Watchcap
Upstate Stock delivers something truly “green” in the Navy Upcycled Cotton Watchcap, a beanie made from pure eco-cotton—cotton fibers derived from discarded table cutting scraps and reclaimed garments. The hat is made without the use of chemicals or dyes, and they contain recycled PET bottles to maximize durability. Plus, it’s all locally made, knit in New Jersey and finished in Brooklyn, making it an all-American, all-eco product you can definitely get behind.
Price: $32
Disclosure: Clicking on these links and making a purchase may earn us a small referral fee, at no extra cost to you. Learn more here.
